US5053377A - Catalytic compositions, process for obtaining them and process for hydrogenation of 1,1,2-trichloro-1,2,2-trifluoroethane by means of these compositions - Google Patents

Catalytic compositions, process for obtaining them and process for hydrogenation of 1,1,2-trichloro-1,2,2-trifluoroethane by means of these compositions Download PDF

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Publication number
US5053377A
US5053377A US07/396,899 US39689989A US5053377A US 5053377 A US5053377 A US 5053377A US 39689989 A US39689989 A US 39689989A US 5053377 A US5053377 A US 5053377A
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United States
Prior art keywords
catalytic composition
catalytic
trifluoroethane
trichloro
metal
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Expired - Fee Related
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US07/396,899
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English (en)
Inventor
Luc Lerot
Vincent Wilmet
Joseph Pirotton
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Solvay SA
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Solvay SA
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Assigned to SOLVAY & CIE (SOCIETE ANONYME) reassignment SOLVAY & CIE (SOCIETE ANONYME) ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: LEROT, LUC, PIROTTON, JOSEPH, WILMET, VINCENT
Application granted granted Critical
Publication of US5053377A publication Critical patent/US5053377A/en
Priority to US08/181,169 priority Critical patent/US5387729A/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/06Halogens; Compounds thereof
    • B01J27/138Halogens; Compounds thereof with alkaline earth metals, magnesium, beryllium, zinc, cadmium or mercury
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/54Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/56Platinum group metals
    • B01J23/58Platinum group metals with alkali- or alkaline earth metals
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/70Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/78Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with alkali- or alkaline earth metals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/23Preparation of halogenated hydrocarbons by dehalogenation

Definitions

  • One method of obtaining catalytic compositions of the invention which has given good results consists of impregnating the support, in a first stage, with an aqueous solution containing one or more compounds chosen from the salts of an alkali or alkaline-earth metal, then, after drying, in a second stage, with an aqueous solution containing a salt of the metal of group VIII of the periodic table of the elements, which salt is soluble in water, such as, in particular, a chloride.
  • These impregnations are generally carried out at ambient temperature with an aqueous solution containing the desired quantities of salts of an alkali or alkaline-earth metal, then of the salt of the group VIII metal.
  • the drying stage between the two impregnations takes place at 350° C.
  • the volume ratio between the 1,1,2-trichloro-1,2,2-trifluoroethane and the hydrogen used is generally between 0.05 and 4. Preferably, this ratio is between 0.1 and 2.5. Good results have been obtained with a ratio situated at about 1.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
US07/396,899 1988-08-22 1989-08-22 Catalytic compositions, process for obtaining them and process for hydrogenation of 1,1,2-trichloro-1,2,2-trifluoroethane by means of these compositions Expired - Fee Related US5053377A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US08/181,169 US5387729A (en) 1988-08-22 1994-01-13 Catalytic compositions, process for obtaining them and process for hydrogenation of 1,1,2-trichloro-1,2,2,-trifluoroethane by means of these compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8811152A FR2635471A1 (fr) 1988-08-22 1988-08-22 Compositions catalytiques, procede pour leur obtention et procede d'hydrogenation de 1,1,2-trichloro-1,2,2-trifluorethane au moyen de ces compositions
FR8811152 1988-08-22

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US73360291A Division 1988-08-22 1991-07-22

Publications (1)

Publication Number Publication Date
US5053377A true US5053377A (en) 1991-10-01

Family

ID=9369482

Family Applications (2)

Application Number Title Priority Date Filing Date
US07/396,899 Expired - Fee Related US5053377A (en) 1988-08-22 1989-08-22 Catalytic compositions, process for obtaining them and process for hydrogenation of 1,1,2-trichloro-1,2,2-trifluoroethane by means of these compositions
US08/181,169 Expired - Fee Related US5387729A (en) 1988-08-22 1994-01-13 Catalytic compositions, process for obtaining them and process for hydrogenation of 1,1,2-trichloro-1,2,2,-trifluoroethane by means of these compositions

Family Applications After (1)

Application Number Title Priority Date Filing Date
US08/181,169 Expired - Fee Related US5387729A (en) 1988-08-22 1994-01-13 Catalytic compositions, process for obtaining them and process for hydrogenation of 1,1,2-trichloro-1,2,2,-trifluoroethane by means of these compositions

Country Status (9)

Country Link
US (2) US5053377A (ko)
EP (1) EP0355907B1 (ko)
JP (1) JP2840085B2 (ko)
KR (1) KR970011084B1 (ko)
AT (1) ATE77971T1 (ko)
DE (1) DE68902022T2 (ko)
ES (1) ES2033078T3 (ko)
FR (1) FR2635471A1 (ko)
GR (1) GR3005211T3 (ko)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5447896A (en) * 1992-06-23 1995-09-05 E. I. Du Pont De Nemours And Company Hydrodehalogenation catalysts and their preparation and use
US5541147A (en) * 1991-02-14 1996-07-30 The Regents Of The University Of California Immobilized free molecule aerosol catalytic reactor
US5853693A (en) * 1996-04-03 1998-12-29 Mitsubishi Gas Chemical Company, Inc. Hydrogenation catalyst for production of hydrogen peroxide, and method for preparation of same
US6160188A (en) * 1996-01-10 2000-12-12 Imperial Chemical Industries Plc Hydrogenation catalyst and process
WO2005103025A1 (en) * 2004-04-21 2005-11-03 Novogen Research Pty Ltd Isoflavene synthetic method and catalyst
US20140303411A1 (en) * 2010-07-01 2014-10-09 Solvay Specialty Polymers Italy S.P.A. Process for the synthesis of trifluoroethylene

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5057470A (en) * 1990-05-22 1991-10-15 E. I. Du Pont De Nemours And Company Regeneration of noble metal catalysts used in hydrodehalogenation of halogen-substituted hydrocarbons containing fluorine and at least one other halogen
DE69103473T2 (de) * 1990-05-31 1995-01-19 Daikin Ind Ltd Verfahren zur Herstellung von 1-Chlor-1,2,2-trifluorethylen oder von 1,2,2-trifluorethylen.
BE1005238A3 (fr) * 1991-01-25 1993-06-08 Solvay Procede pour la preparation de chlorotrifluoroethylene et de trifluoroethylene au depart de 1,1,2-trichloro-1,1,2-trifluoroethane et composition catalytique utilisee dans ce procede.
AU692723B2 (en) * 1996-02-01 1998-06-11 Phillips Petroleum Company Catalyst composition and process for selecting hydrogenation of diolefins
KR101154465B1 (ko) * 2008-06-27 2012-06-21 주식회사 엘지화학 에틸렌디클로라이드 분해용 촉매
JP6078082B2 (ja) * 2012-02-02 2017-02-08 ソルベイ スペシャルティ ポリマーズ イタリー エス.ピー.エー. トリフルオロエチレンの安定な組成物
EP2993213B1 (en) * 2013-04-30 2020-07-15 AGC Inc. Composition containing trifluoroethylene

Citations (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2207868A (en) * 1938-01-25 1940-07-16 Hercules Powder Co Ltd Hydrogenation catalyst and method of preparing the same
US2476920A (en) * 1945-12-22 1949-07-19 Standard Oil Dev Co Catalyst for reduction of oxides of carbon with hydrogen
US2651598A (en) * 1951-03-17 1953-09-08 Atlantic Refining Co Reforming process and catalyst
US2685606A (en) * 1953-02-25 1954-08-03 Union Carbide & Carbon Corp Preparation of halogenated olefines
US2697124A (en) * 1952-02-25 1954-12-14 Kellogg M W Co Dehalogenation of fluorohalocarbons
US2864873A (en) * 1954-03-16 1958-12-16 Allied Chem Production of 1, 1, 2-trifluoro-2-chloroethylene
GB931643A (en) * 1960-03-22 1963-07-17 Allied Chem Production of chlorotrifluoroethylene
US3505417A (en) * 1966-10-05 1970-04-07 Phillips Petroleum Co Dehalogenation of fluorohalocarbons
US3846281A (en) * 1972-04-03 1974-11-05 Exxon Research Engineering Co Platinum-magnesium reforming catalyst
US3876557A (en) * 1973-06-29 1975-04-08 Jackie Lou Bland Metallic catalyst
US4113970A (en) * 1976-04-14 1978-09-12 Asahi Kasei Kogyo Kabushiki Kaisha Process for producing 1,4-diacyloxybutene-2
JPS5419910A (en) * 1977-07-14 1979-02-15 Japan Synthetic Rubber Co Ltd Preparation of diacetoxybutene
US4151190A (en) * 1976-05-21 1979-04-24 The Dow Chemical Company Process for producing C2 -C4 hydrocarbons from carbon monoxide and hydrogen
US4289710A (en) * 1979-12-19 1981-09-15 Union Carbide Corporation Process for producing methanol from synthesis gas with palladium-calcium catalysts
EP0053657A1 (en) * 1980-12-09 1982-06-16 Allied Corporation Preparation of chlorotrifluoroethylene and trifluoroethylene
JPS58107556A (ja) * 1981-12-21 1983-06-27 Canon Inc 余白形成制御装置
EP0181026A1 (en) * 1984-10-26 1986-05-14 Stamicarbon B.V. Process for preparing pyrimidine
US4621149A (en) * 1981-12-25 1986-11-04 Asahi Kasei Kogyo Kabushiki Kaisha Production of urethane compounds
FR2583039A1 (fr) * 1985-06-10 1986-12-12 Ausimont Spa Procede de preparation du 1,2-difluorethylene et du 1-chloro-1,2-difluorethylene
US4713483A (en) * 1985-04-13 1987-12-15 Rohm Gmbh Chemische Fabrik Process for the production of oxalic acid diesters
EP0257561A2 (en) * 1986-08-21 1988-03-02 The B.F. Goodrich Company Improved catalyst and process for the fluid-bed oxy-chlorination of ethylene to EDC
US4774221A (en) * 1985-10-26 1988-09-27 Bayer Aktiengesellschaft Supported hydrogenation catalysts
EP0343707A1 (fr) * 1988-05-24 1989-11-29 SOLVAY & Cie (Société Anonyme) Procédé pour l'hydrogénation de chlorofluoralcènes

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA728219A (en) * 1966-02-15 G. Anello Louis Manufacture of 1,1,2-trifluoro-2-chloroethylene
CA728220A (en) * 1966-02-15 G. Anello Louis Manufacture of tetrafluoroethylene

Patent Citations (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2207868A (en) * 1938-01-25 1940-07-16 Hercules Powder Co Ltd Hydrogenation catalyst and method of preparing the same
US2476920A (en) * 1945-12-22 1949-07-19 Standard Oil Dev Co Catalyst for reduction of oxides of carbon with hydrogen
US2651598A (en) * 1951-03-17 1953-09-08 Atlantic Refining Co Reforming process and catalyst
US2697124A (en) * 1952-02-25 1954-12-14 Kellogg M W Co Dehalogenation of fluorohalocarbons
US2685606A (en) * 1953-02-25 1954-08-03 Union Carbide & Carbon Corp Preparation of halogenated olefines
US2864873A (en) * 1954-03-16 1958-12-16 Allied Chem Production of 1, 1, 2-trifluoro-2-chloroethylene
GB931643A (en) * 1960-03-22 1963-07-17 Allied Chem Production of chlorotrifluoroethylene
US3505417A (en) * 1966-10-05 1970-04-07 Phillips Petroleum Co Dehalogenation of fluorohalocarbons
US3846281A (en) * 1972-04-03 1974-11-05 Exxon Research Engineering Co Platinum-magnesium reforming catalyst
US3876557A (en) * 1973-06-29 1975-04-08 Jackie Lou Bland Metallic catalyst
US4113970A (en) * 1976-04-14 1978-09-12 Asahi Kasei Kogyo Kabushiki Kaisha Process for producing 1,4-diacyloxybutene-2
US4151190A (en) * 1976-05-21 1979-04-24 The Dow Chemical Company Process for producing C2 -C4 hydrocarbons from carbon monoxide and hydrogen
JPS5419910A (en) * 1977-07-14 1979-02-15 Japan Synthetic Rubber Co Ltd Preparation of diacetoxybutene
US4289710A (en) * 1979-12-19 1981-09-15 Union Carbide Corporation Process for producing methanol from synthesis gas with palladium-calcium catalysts
EP0053657A1 (en) * 1980-12-09 1982-06-16 Allied Corporation Preparation of chlorotrifluoroethylene and trifluoroethylene
JPS58107556A (ja) * 1981-12-21 1983-06-27 Canon Inc 余白形成制御装置
US4621149A (en) * 1981-12-25 1986-11-04 Asahi Kasei Kogyo Kabushiki Kaisha Production of urethane compounds
EP0181026A1 (en) * 1984-10-26 1986-05-14 Stamicarbon B.V. Process for preparing pyrimidine
US4713483A (en) * 1985-04-13 1987-12-15 Rohm Gmbh Chemische Fabrik Process for the production of oxalic acid diesters
FR2583039A1 (fr) * 1985-06-10 1986-12-12 Ausimont Spa Procede de preparation du 1,2-difluorethylene et du 1-chloro-1,2-difluorethylene
US4774221A (en) * 1985-10-26 1988-09-27 Bayer Aktiengesellschaft Supported hydrogenation catalysts
EP0257561A2 (en) * 1986-08-21 1988-03-02 The B.F. Goodrich Company Improved catalyst and process for the fluid-bed oxy-chlorination of ethylene to EDC
EP0343707A1 (fr) * 1988-05-24 1989-11-29 SOLVAY & Cie (Société Anonyme) Procédé pour l'hydrogénation de chlorofluoralcènes

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5541147A (en) * 1991-02-14 1996-07-30 The Regents Of The University Of California Immobilized free molecule aerosol catalytic reactor
US5447896A (en) * 1992-06-23 1995-09-05 E. I. Du Pont De Nemours And Company Hydrodehalogenation catalysts and their preparation and use
US5629462A (en) * 1992-06-23 1997-05-13 E. I. Du Pont De Nemours And Company Hydrodehalogenation catalysts and their preparation and use
US6160188A (en) * 1996-01-10 2000-12-12 Imperial Chemical Industries Plc Hydrogenation catalyst and process
US5853693A (en) * 1996-04-03 1998-12-29 Mitsubishi Gas Chemical Company, Inc. Hydrogenation catalyst for production of hydrogen peroxide, and method for preparation of same
US6126914A (en) * 1996-04-03 2000-10-03 Mitsubishi Gas Chemical Co., Inc. Hydrogenation catalyst for production of hydrogen peroxide, and method for preparation of same
WO2005103025A1 (en) * 2004-04-21 2005-11-03 Novogen Research Pty Ltd Isoflavene synthetic method and catalyst
US20140303411A1 (en) * 2010-07-01 2014-10-09 Solvay Specialty Polymers Italy S.P.A. Process for the synthesis of trifluoroethylene
US9403742B2 (en) * 2010-07-01 2016-08-02 Solvay Specialty Polymers Italy S.P.A. Process for the synthesis of trifluoroethylene

Also Published As

Publication number Publication date
DE68902022D1 (de) 1992-08-13
US5387729A (en) 1995-02-07
GR3005211T3 (ko) 1993-05-24
DE68902022T2 (de) 1993-02-11
KR970011084B1 (ko) 1997-07-07
EP0355907A1 (fr) 1990-02-28
KR900002839A (ko) 1990-03-23
JPH02169035A (ja) 1990-06-29
ATE77971T1 (de) 1992-07-15
EP0355907B1 (fr) 1992-07-08
JP2840085B2 (ja) 1998-12-24
FR2635471A1 (fr) 1990-02-23
ES2033078T3 (es) 1993-03-01

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